US2129925A - Paint composition - Google Patents
Paint composition Download PDFInfo
- Publication number
- US2129925A US2129925A US26239A US2623935A US2129925A US 2129925 A US2129925 A US 2129925A US 26239 A US26239 A US 26239A US 2623935 A US2623935 A US 2623935A US 2129925 A US2129925 A US 2129925A
- Authority
- US
- United States
- Prior art keywords
- zircon
- paint
- paste
- parts
- titanium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000003973 paint Substances 0.000 title description 19
- 239000000203 mixture Substances 0.000 title description 14
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 29
- 229910052845 zircon Inorganic materials 0.000 description 28
- 239000004922 lacquer Substances 0.000 description 12
- 239000000944 linseed oil Substances 0.000 description 10
- 235000021388 linseed oil Nutrition 0.000 description 10
- 239000002245 particle Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 7
- 239000010936 titanium Substances 0.000 description 7
- 229910052719 titanium Inorganic materials 0.000 description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 238000000227 grinding Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 239000000020 Nitrocellulose Substances 0.000 description 5
- 229910000831 Steel Inorganic materials 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229920001220 nitrocellulos Polymers 0.000 description 5
- 239000010959 steel Substances 0.000 description 5
- 229910000004 White lead Inorganic materials 0.000 description 4
- 150000002506 iron compounds Chemical class 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 241000779819 Syncarpia glomulifera Species 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000001739 pinus spp. Substances 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 229940036248 turpentine Drugs 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- 239000011133 lead Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- AGUBCDYYAKENKG-UHFFFAOYSA-N Abietinsaeure-aethylester Natural products C1CC(C(C)C)=CC2=CCC3C(C(=O)OCC)(C)CCCC3(C)C21 AGUBCDYYAKENKG-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- AGUBCDYYAKENKG-YVNJGZBMSA-N Ethyl abietate Chemical compound C1CC(C(C)C)=CC2=CC[C@H]3[C@@](C(=O)OCC)(C)CCC[C@]3(C)[C@H]21 AGUBCDYYAKENKG-YVNJGZBMSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 229910001069 Ti alloy Inorganic materials 0.000 description 1
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000266 injurious effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- -1 methyl- Chemical group 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000005012 oleoresinous Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001038 titanium pigment Substances 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 150000003754 zirconium Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
Definitions
- My invention relates to improved compositions of matter having non-chalking properties and comprising more or less definite amounts of a pigment of the zirconium class dispersed in more or less definite amounts of a binding material.
- the process of preparing the zircon mineral so that it will have the unique physical properties I have just referred to is described in two pending applications for patent of Charles J. Kinzie, Serial No. 673,322, filed May 27th, 1933, and Serial No. 678,721, filed July 1, 1933.
- the firstmentioned method consists essentially in mechanically separating the free silica and part of the remaining iron, titanium and other impurities from the lixiviated product of U. S. Letters Patent to Barton 8.: Kinzie No. 1,451,004 of April 10, 1923, which results in an improved zirconium silicate having approximately the following mineralogical composition:-
- the second method set forth in theKinzie application Serial No. 678,721 comprises finely milling the refined zircon of either Patent No. 1,451,004; or the zirconium silicate described in application Serial No. 673,322, and then heating this milled zircon with a limited amount of carbon in the presence of a halogen gas, such as chlorine, in an amount in excess of that required to reduce and volatilize the impurities, including substantially all the iron and titanium, but Without affecting the. thereby purified zirconium silicate which consists of more than 99% Z1SiO4 of particle fineness less than, 0.044 mm, pure white in color, and which also contains less than 0.05% each of titanium and iron compounds with no free silica therein. Some of these refined zircons contain less than 0.03% of iron compounds with no titanium or other discolorative impurities.
- a halogen gas such as chlorine
- zircons produced by the above methods described by Charles J. Kinzie have peculiar physical properties not apparent in ordinary zircon. In other Words, they have the property of exerting a polar attraction toward certain liquids and become easily wetted'when in contact therewith. Their surfaces adsorb with extreme ease certain definite amounts of linseed oil, and so become wetted without any pressure.
- My process of preparing such compositions for actual use is as follows: I first select any exterior paint, such as white lead in oil, lead and zinc, lead, zinc and titanium, or other compositions which are used as house paints and which have been gound and are ready to apply.
- exterior paint such as white lead in oil, lead and zinc, lead, zinc and titanium, or other compositions which are used as house paints and which have been gound and are ready to apply.
- Such exterior paints may contain for purposes of illustration:(A) White lead 70%, linseed oil 20% and turpentine and drier or (B) white lead 40%, zinc oxide linseed oil 32% and turpentine or drier 8%; or (C) white lead 15%, titanium oxide 40%, linseed oil 38%, and turpentine and drier 7%.
- A White lead 70%, linseed oil 20% and turpentine and drier
- B white lead 40%, zinc oxide linseed oil 32% and turpentine or drier 8%
- C white lead 15%, titanium oxide 40%, linseed oil 38%, and turpentine and drier 7%.
- the zircon paste may be added to enamels which usually consist of oleoresinous varnishes pigmented with desirable pigments and colors.
- enamels usually consist of oleoresinous varnishes pigmented with desirable pigments and colors.
- I proceed in the same manner as I have described for the exterior paints, but I find that as low as parts by weight of the zircon paste is sufficient to treat 100 parts by weight of the exterior enamel.
- My preferred method is to add the zircon to the nitrocellulose lacquer in the form of a paste produced with a lacquer plasticizer selected from plasticizers such as dibutyl phthalate, di-
- ethyl phthalate ethyl abietate, ethyl benzoate
- tricresyl phosphate triphenyl phosphate
- castor oil methyl-, ethyland butyl-recinoleates, or similar substances which have heretofore been employed as plasticizing materials for nitrocellulose compositions.
- this lacquer paste For the preparation of this lacquer paste, I add 65 parts by weight of the properly ground and treated zircon to 35 parts by weight of the plasticizer, and agitate the mixture rapidly for a sufiicient period of time to give good dispersion resulting in a soft, smooth paste. No grinding is employed. In using this paste in lacquers, I generally add from 5 to 10 parts thereof to 100 parts of the finished lacquer. This quantity is usually sufficient to give the non-chalking and tint retention properties which I have found it to possess.
- a lacquer paste pigment by suspending 20 parts by weight of zircon in 100 parts of a water-wet nitrocellulose. By adding alcohol to the mass the water is withdrawn, and the resulting paste consisting of zircon, nitrocellulose and alcohol is produced. This may be stirred into ordinary lacquer to impart thereto the desired properties I have mentioned.
- a paint paste consisting of about 80% finelydivided and refined zirconium silicate comprising essentially unconverted ZrSiO4 containing less than 0.20% each of titanium and iron compounds, the particles of which will pass a 325 mesh screen, intimately associated and wetted by agitation with linseed oil about 20%.
- a paint paste consisting of about 80% finelydivided and purified but undecomposed zirconium silicate (ZrSiO4) more than 99% and containing less than 0.05% each of titanium and iron compounds with no free silica, and of particle size less than 0.044 mm., said particles having become intimately associated and wetted by agitation with linseed oil about 20%.
- ZrSiO4 finelydivided and purified but undecomposed zirconium silicate
Landscapes
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
Description
Patented Sept. 13, 1938 UNITED STATES PAINT COMPOSITION Henry A. Gardner, Washington, D. (3., assignor to The Titanium Alloy Manufacturing Company, New York, N. 15., a corporation of Maine No Drawing. Application June 12, 1935, Serial No. 26,239
2 Claims.
My invention relates to improved compositions of matter having non-chalking properties and comprising more or less definite amounts of a pigment of the zirconium class dispersed in more or less definite amounts of a binding material.
I have discovered that if zircon in powdered form is ground in linseed oil or other organic media used in paint, varnish and lacquer compositions, the steel rolls or steel plates through which the mixture passes rapidly become abraded. This injurious effect is due to the abrasive nature of zircon, no matter how finely divided the material is produced that is thereafter ground with the oil or other organic media. Even with zircon that has been powdered to such an extent that it will entirely pass a 325 mesh screen, the particles still maintain a great abrasive action on the steel rolls or plates of any grinding apparatus. As a result, the steel rolls of mills through which such mixtures containing zircon particles are passed would be ruined in a relatively short period of time. Moreover, the resulting paint that is produced in such fashion takes on a dark gray color, due to the entrained iron and steel particles that are removed from the grinding surfaces of the mill. This method of preparing dispersed zircon in binding materials is therefore impractical.
As a result of a physical study of the particles of finely ground zircon, I have found that this material may be so prepared that grinding in linseed oil or other liquid media is not necessary. I have found that the particles under certain conditions of rapid agitation without any grinding will become wetted by oil by merely mixing them with the oil media, and that a very smooth paint may thereby be produced by this process without the necessity of any grinding operations.
The process of preparing the zircon mineral so that it will have the unique physical properties I have just referred to is described in two pending applications for patent of Charles J. Kinzie, Serial No. 673,322, filed May 27th, 1933, and Serial No. 678,721, filed July 1, 1933. The firstmentioned method consists essentially in mechanically separating the free silica and part of the remaining iron, titanium and other impurities from the lixiviated product of U. S. Letters Patent to Barton 8.: Kinzie No. 1,451,004 of April 10, 1923, which results in an improved zirconium silicate having approximately the following mineralogical composition:-
The second method set forth in theKinzie application Serial No. 678,721 comprises finely milling the refined zircon of either Patent No. 1,451,004; or the zirconium silicate described in application Serial No. 673,322, and then heating this milled zircon with a limited amount of carbon in the presence of a halogen gas, such as chlorine, in an amount in excess of that required to reduce and volatilize the impurities, including substantially all the iron and titanium, but Without affecting the. thereby purified zirconium silicate which consists of more than 99% Z1SiO4 of particle fineness less than, 0.044 mm, pure white in color, and which also contains less than 0.05% each of titanium and iron compounds with no free silica therein. Some of these refined zircons contain less than 0.03% of iron compounds with no titanium or other discolorative impurities.
I have found that zircons produced by the above methods described by Charles J. Kinzie have peculiar physical properties not apparent in ordinary zircon. In other Words, they have the property of exerting a polar attraction toward certain liquids and become easily wetted'when in contact therewith. Their surfaces adsorb with extreme ease certain definite amounts of linseed oil, and so become wetted without any pressure. These outstanding characteristics of such zircons as have been produced by the above methods make it possible to utilize them in the following manner.
In preparing a suitable composition for use in exterior house paints, I merely mix together approximately 80 parts by weight of this finelyground refined zircon or zirconium silicate that will pass a 325 mesh screen and 20 parts by weight of linseed oil or other oils which form films when exposed to the air. By merely mixing these ingredients together in the customary paint stirring mixer (not a grinder) for a period of about 10 minutes, with rapid stirring, a smooth, uniform paste is obtained. The particles of the finely-divided zircon have a direct attraction for the oil as hereinbefore described, and are easily wetted with this stirring treatment.
I have found, as a result of extensive exposure tests, that as low as 5 parts by weight of this zircon paste, when added to 95 parts by Weight of any exterior paint, will greatly improve such paint from the standpoint of color retention.
My process of preparing such compositions for actual use is as follows: I first select any exterior paint, such as white lead in oil, lead and zinc, lead, zinc and titanium, or other compositions which are used as house paints and which have been gound and are ready to apply.
Such exterior paints, for example, may contain for purposes of illustration:(A) White lead 70%, linseed oil 20% and turpentine and drier or (B) white lead 40%, zinc oxide linseed oil 32% and turpentine or drier 8%; or (C) white lead 15%, titanium oxide 40%, linseed oil 38%, and turpentine and drier 7%. To 100 parts by weight of any such paint I add '7 parts by weight of the zircon paste which I have described and' then agitate and stir the mixture for l or 2 minutes in the usual paint mixer to secure a smooth, uniform mass. When such paint is applied, it will result in a hard film that is immensely more durable than the same paint without the zircon addition.
In the same manner, the zircon paste may be added to enamels which usually consist of oleoresinous varnishes pigmented with desirable pigments and colors. In order to extend the life of these, I proceed in the same manner as I have described for the exterior paints, but I find that as low as parts by weight of the zircon paste is sufficient to treat 100 parts by weight of the exterior enamel.
In similar fashion, I have been able to extend greatly the life of nitrocellulose lacquers such as are now applied to the surfaces of automobiles, refrigerators, and other mechanical equipment. At the present time these lacquers in white or light tints are usually made almost entirely of high strength titanium pigments in order to secure the greatest whiteness and hiding power. However, because of the rapid chalking characteristics of titanium oxide, such exterior lacquers may chalk rapidly, and, if tinted, they will show fading in a relatively short period of time.
I have now discovered through extensive exterior exposure tests that these defects can be almost overcome through the addition of the improved easy wetting zircon hereinbefore described.
I prefer, however, in the case of lacquers not to add the zircon in the form of a linseed oil paste. My preferred method is to add the zircon to the nitrocellulose lacquer in the form of a paste produced with a lacquer plasticizer selected from plasticizers such as dibutyl phthalate, di-
ethyl phthalate, ethyl abietate, ethyl benzoate, tricresyl phosphate, triphenyl phosphate, castor oil, methyl-, ethyland butyl-recinoleates, or similar substances which have heretofore been employed as plasticizing materials for nitrocellulose compositions.
For the preparation of this lacquer paste, I add 65 parts by weight of the properly ground and treated zircon to 35 parts by weight of the plasticizer, and agitate the mixture rapidly for a sufiicient period of time to give good dispersion resulting in a soft, smooth paste. No grinding is employed. In using this paste in lacquers, I generally add from 5 to 10 parts thereof to 100 parts of the finished lacquer. This quantity is usually sufficient to give the non-chalking and tint retention properties which I have found it to possess.
I have also produced a lacquer paste pigment by suspending 20 parts by weight of zircon in 100 parts of a water-wet nitrocellulose. By adding alcohol to the mass the water is withdrawn, and the resulting paste consisting of zircon, nitrocellulose and alcohol is produced. This may be stirred into ordinary lacquer to impart thereto the desired properties I have mentioned.
I claim as my invention:
1. A paint paste consisting of about 80% finelydivided and refined zirconium silicate comprising essentially unconverted ZrSiO4 containing less than 0.20% each of titanium and iron compounds, the particles of which will pass a 325 mesh screen, intimately associated and wetted by agitation with linseed oil about 20%.
2. A paint paste consisting of about 80% finelydivided and purified but undecomposed zirconium silicate (ZrSiO4) more than 99% and containing less than 0.05% each of titanium and iron compounds with no free silica, and of particle size less than 0.044 mm., said particles having become intimately associated and wetted by agitation with linseed oil about 20%.
HENRY A. GARDNER.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US26239A US2129925A (en) | 1935-06-12 | 1935-06-12 | Paint composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US26239A US2129925A (en) | 1935-06-12 | 1935-06-12 | Paint composition |
Publications (1)
Publication Number | Publication Date |
---|---|
US2129925A true US2129925A (en) | 1938-09-13 |
Family
ID=21830655
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US26239A Expired - Lifetime US2129925A (en) | 1935-06-12 | 1935-06-12 | Paint composition |
Country Status (1)
Country | Link |
---|---|
US (1) | US2129925A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3061452A (en) * | 1959-07-16 | 1962-10-30 | Sun Oil Co | Oxidation of cyclododecatriene-1, 5, 9 |
-
1935
- 1935-06-12 US US26239A patent/US2129925A/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3061452A (en) * | 1959-07-16 | 1962-10-30 | Sun Oil Co | Oxidation of cyclododecatriene-1, 5, 9 |
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